ASMI 

ASMI is a novel ratiometric two-photon fluorescent probe that can selectively detect and monitor mitochondrial Cys with rapid responsiveness and high contrast and brightness imaging of living cells and intact tissues at a depth of 150 μm. ASMI consists of highly two-photon active biocompatible merocyanine fluorescein and an acrylic acid group as a thiol reactive site. It has been extensively explored as a fluorescent sensing or imaging probe due to its easily tunable organelle targeting and large two-photon absorption properties. Some acrylic acid-functionalized probes tend to react more actively with Cys than with Hcy and GSH. The reaction mechanism involves the conjugate addition of Cys to acrylic acid to generate a thioether, followed by intramolecular cyclization to generate merocyanine fluorescein and a cyclic amide (Scheme 1). Importantly, the biocompatible and photostable ASMI and merocyanine show very large two-photon action cross sections (Φσmax) of 65.2 GM (λex = 740 nm) and 72.6 GM (λex = 760 nm), respectively, which make them have great potential in high-contrast and bright ratiometric two-photon excitation bioimaging applications. ASMI is a ratiometric fluorescent probe that exhibits a two-photon excitation mode for highly selective detection and imaging of mitochondrial Cys in living cells and deep tissue applications.

393.22

C₁₇H₁₆INO₂

1850419-05-4

C=CC(OC1=CC=C(/C=C/C2=CC=[N+](C)C=C2)C=C1)=O.[I-]

Room temperature in continental US; may vary elsewhere.

Please store the product under the recommended conditions in the Certificate of Analysis.

• [1]. Highly Selective Two-Photon Fluorescent Probe for Ratiometric Sensing and Imaging Cysteine in Mitochondria